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Search results; Over 1,000 homes in Islamorada
Over 1,000 homes in Islamorada
Guest favourite
Guest favourite
Home in Islamorada
Boat slip included August-November 2026!
2 bedrooms
,
·
3 beds
,
·
2.5 private bathrooms
15–22 Aug
15–22 Aug
$3,642 SGD
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for 7 nights
$3,642 SGD for 7 nights
,
·
4.92 out of 5 average rating, 51 reviews
4.92 (51)
Superhost
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
,
·
4 bathrooms
4 bathrooms
17–22 Aug
17–22 Aug
$11,692 SGD
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for 5 nights
$11,692 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$1,250 SGD
Show price breakdown
for 5 nights
$1,250 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 387 reviews
4.93 (387)
Houseboat in Islamorada
“The Salty Suite” Islamorada House Boat
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,622 SGD
$1,282 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Houseboat in Marathon
b watervibe
1 bedroom
1 bedroom
,
·
1 small double bed
1 small double bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,332 SGD
$1,082 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 89 reviews
4.92 (89)
Top guest favourite
Guest favourite
Home in Islamorada
Flakey's
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
8–15 Aug
8–15 Aug
$2,714 SGD
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for 7 nights
$2,714 SGD for 7 nights
4.97 out of 5 average rating, 217 reviews
4.97 (217)
Top guest favourite
Guest favourite
Flat in Tavernier
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,956 SGD
$1,758 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 87 reviews
5.0 (87)
Featured hotel
Featured hotel
Room in Key Largo
Waterfront suite 9
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,596 SGD
Show price breakdown
for 5 nights
$1,596 SGD for 5 nights
+$239 SGD Airbnb credit
Houseboat in Buttonwood Sound
Premium Floating Bungalow by Stay Ombi
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$6,545 SGD
$5,255 SGD
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for 5 nights
Extended stay discount
4.91 out of 5 average rating, 34 reviews
4.91 (34)
Top guest favourite
Guest favourite
Boat in Tavernier
Island Sanctuary Islamorada
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Aug
5–10 Aug
$2,260 SGD
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for 5 nights
$2,260 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 400 reviews
4.92 (400)
Guest favourite
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Aug
20–25 Aug
$3,743 SGD
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for 5 nights
$3,743 SGD for 5 nights
4.96 out of 5 average rating, 76 reviews
4.96 (76)
Superhost
Superhost
Cottage in Islamorada Tavernier
Luxury Floating Cottage • Marina, dining & fun!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$3,936 SGD
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for 5 nights
$3,936 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$2,813 SGD
$2,486 SGD
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for 5 nights
4.95 out of 5 average rating, 104 reviews
4.95 (104)
Top guest favourite
Guest favourite
Guest suite in Tavernier
Key Largo! Tavernier! Welcome to Paradise!
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,353 SGD
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for 5 nights
$1,353 SGD for 5 nights
4.98 out of 5 average rating, 348 reviews
4.98 (348)
Top guest favourite
Guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
15–22 Sept
15–22 Sept
$11,926 SGD
$10,679 SGD
Show price breakdown
for 7 nights
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Guest favourite
Guest favourite
Apartment in Tavernier
Toes in the Sand - 2 Bedroom Condo Sleeps 4
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$1,422 SGD
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for 5 nights
$1,422 SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 269 reviews
4.86 (269)
Home in Marathon
Marlin House | Waterfront Pool Home Near Marina
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$2,154 SGD
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for 5 nights
$2,154 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Islamorada
Poolside 2 queen Apartment
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$927 SGD
$854 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.8 out of 5 average rating, 51 reviews
4.8 (51)
Guest favourite
Guest favourite
Home in Islamorada
Sleeps 8 | Sunset + Boat Basin | Islamorada
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
24–29 Aug
24–29 Aug
$5,247 SGD
$4,306 SGD
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for 5 nights
4.87 out of 5 average rating, 46 reviews
4.87 (46)
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